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Cas Database

135-65-9

135-65-9

Identification

  • Product Name:Azoic Coupling Component 17

  • CAS Number: 135-65-9

  • EINECS:205-209-2

  • Molecular Weight:308.293

  • Molecular Formula: C17H12N2O4

  • HS Code:DERIVATION

  • Mol File:135-65-9.mol

Synonyms:2-Hydroxy-3-Naphthoyl-m-Nitroaniline;C.I. 37515;2-Naphthalenecarboxamide, 3-hydroxy-N- (3-nitrophenyl)-;2-Naphthalenecarboxamide,3-hydroxy-N-(3- nitrophenyl)-;Naphtol AS-BS Supra;Azonaphtol MNA;Tulathol AS-BS;2-Hydroxy-3-Naphthooyl-M-Nitroaniline;3-Hydroxy-3'-nitro-2-naphthanilide;Celcot RM;Solunaptol MNL;Naftolo MBS;3-Hydroxy-3-nitro-2-naphthanilide;Naphtazol B;Naptanilide BS Supra;Brenthol MN;Azotol NMA;Mitsui Naphthozol BS;Acna Naphthol M;Daito Grounder BS;Naphthol AS-BS Supra;Dragonthol BS;Naphtol AS-BS;2-Naphthanilide, 3-hydroxy-3-nitro- (8CI);2-Naphthanilide, 3-hydroxy-3-nitro-;Naphtoelan BS;Amanil Naphthol AS-BS;Diathol BS;Hiltonaphthol AS-BS;2-Naphthalenecarboxamide, 3-hydroxy-N-(3-nitrophenyl)-;

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Safety information and MSDS view more

  • Pictogram(s):Xn

  • Hazard Codes:Xn

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TCI Chemical
  • Product Description:3-Hydroxy-3'-nitro-2-naphthanilide >95.0%(HPLC)(T)
  • Packaging:25g
  • Price:$ 28
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:3-HYDROXY-3'-NITRO-2-NAPHTHANILIDE Aldrich
  • Packaging:1g
  • Price:$ 144
  • Delivery:In stock
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  • Manufacture/Brand:Frontier Specialty Chemicals
  • Product Description:3-Hydroxy-3'-nitro-2-naphthanilide 98%
  • Packaging:25g
  • Price:$ 35
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Hydroxy-N-(3-nitrophenyl)-2-naphthamide 95+%
  • Packaging:1000g
  • Price:$ 411
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  • Manufacture/Brand:Chemenu
  • Product Description:3-Hydroxy-N-(3-nitrophenyl)-2-naphthamide 95%
  • Packaging:1000g
  • Price:$ 388
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  • Manufacture/Brand:BLDpharm
  • Product Description:3-Hydroxy-N-(3-nitrophenyl)-2-naphthamide 98%
  • Packaging:25g
  • Price:$ 36
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  • Manufacture/Brand:Arctom
  • Product Description:3-Hydroxy-N-(3-nitrophenyl)-2-naphthamide
  • Packaging:25g
  • Price:$ 36
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-HYDROXY-N-(3-NITROPHENYL)-2-NAPHTHALENECARBOXAMIDE 95.00%
  • Packaging:25G
  • Price:$ 135.03
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  • Manufacture/Brand:Alichem
  • Product Description:3-Hydroxy-N-(3-nitrophenyl)-2-naphthamide
  • Packaging:1000g
  • Price:$ 998
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  • Manufacture/Brand:AK Scientific
  • Product Description:3-Hydroxy-3'-nitro-2-naphthanilide
  • Packaging:5g
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Relevant articles and documentsAll total 6 Articles be found

3-Hydroxynaphthalene-2-carboxanilides and their antitrypanosomal activity

Kos, Jiri,Kapustikova, Iva,Clements, Carol,Gray, Alexander I.,Jampilek, Josef

, p. 887 - 892 (2018/02/12)

Abstract: Series of ring-substituted 3-hydroxynaphthalene-2-carboxanilides were screened for their in vitro activity against wild-type S427 (bloodstream form) of Trypanosoma brucei brucei. 3-Hydroxy-N-(3-trifluoromethylphenyl)- and 3-hydroxy-N-(4-trifluoromethylphenyl)naphthalene-2-carboxamides showed the highest biological activity (MIC?=?1.56 and 2.08?μmol/dm3, respectively). Antitrypanosomal activity was correlated with the experimentally determined lipophilicity and acid–base dissociation constants of the compounds as well as with the calculated electronic properties of individual anilide substituents expressed as Hammett’s σ parameters. The substitution in the meta- or para-position of anilide of derivatives with higher lipophilicity by an electron-withdrawing moiety is favourable for higher activity. The optimum thermodynamic pKa T value was found to be ca. 7.5. The structure–activity relationships of all compounds are discussed. Graphical abstract: [Figure not available: see fulltext.].

Hydroxy Group Directed Catalytic Hydrosilylation of Amides

Ni, Jizhi,Oguro, Tsubasa,Sawazaki, Taka,Sohma, Youhei,Kanai, Motomu

supporting information, p. 7371 - 7374 (2018/11/25)

Chemo- and site-selective hydrosilylation of α- or β-hydroxy amides using organocatalyst B(C6F5)3 and commercially available hydrosilanes is described. This transformation is operative under mild conditions and tolerates a wide range of functional groups. The reaction was applied for selective reduction of a specific amide group of the therapeutically important cyclic peptide cyclosporin A, demonstrating the potential usefulness of this catalytic method in late-stage structural transformations of drug lead molecules.

Antibacterial and herbicidal activity of ring-substituted 3-hydroxynaphthalene-2-carboxanilides

Kos, Jiri,Zadrazilova, Iveta,Pesko, Matus,Keltosova, Stanislava,Tengler, Jan,Gonec, Tomas,Bobal, Pavel,Kauerova, Tereza,Oravec, Michal,Kollar, Peter,Cizek, Alois,Kralova, Katarina,Jampilek, Josef

, p. 7977 - 7997 (2013/08/23)

In this study, a series of twenty-two ring-substituted 3-hydroxy- Nphenylnaphthalene- 2-carboxanilides were prepared and characterized. The compounds were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four Staphylococcus strains and against two mycobacterial species. 3-Hydroxy-N-(2-methoxyphenyl)naphthalene-2-carboxamide showed high biological activity (MIC = 55.0 μmol/L) against S. aureus as well as methicillinresistant strains. N-(2-Fluorophenyl)-3-hydroxynaphthalene-2- carboxamide showed higher activity (MIC = 28.4 μmol/L) against M. marinum than the standard isoniazid and 3-hydroxy-N-(4-nitrophenyl)naphthalene-2- carboxamide expressed higher activity (MIC = 13.0 μmol/L) against M. kansasii than the standard isoniazid. Cytotoxicity assay of effective antimicrobial compounds was performed using the human monocytic leukemia THP-1 cell line. The PET-inhibiting activity expressed by IC50 value of the most active compound 3-hydroxy-N-(3-nitrophenyl)naphthalene-2-carboxamide was 16.9 μmol/L. The structure-activity relationships of all compounds are discussed.

Synthesis and β-adrenergic blocking activity of naphthyloxypropylamines

Vattipalli, Ramya,Shirodkar, Prabhakar Y.,Somani, Rakesh R.,Kadam, Vilasrao J.

experimental part, p. 1587 - 1590 (2009/04/07)

A series of 1-isopropylamino-3-(3′-substituted-2′-naphthyloxy)- 2-propanols have been synthesized and their structures have been confirmed by spectral analysis. All the derivatives have shown β-adrenergic blocking effect when tested on perfused frog heart. Compound 4e exhibited 100% blockade of adrenaline response.

Naphthalene carboxamides as inhibitors of human cytomegalovirus DNA polymerase

Vaillancourt, Valerie A,Cudahy, Michele M.,Staley, Sandra A.,Brideau, Roger J.,Conrad, Steven J.,Knechtel, Mary L.,Oien, Nancee L.,Wieber, Janet L.,Yagi, Yoshihiko,Wathen, Michael W.

, p. 2079 - 2081 (2007/10/03)

ortho-Hydroxynaphthalene carboxamides have been identified as inhibitors of HCMV DNA polymerase. SAR investigations have demonstrated that both the amide and hydroxy functionalities are required for activity. Substitution on the naphthalene ring has led to inhibitors with submicromolar IC50s against HCMV polymerase. These compounds have been found to be >100-fold selective for inhibition of HCMV polymerase versus human alpha polymerase and display antiviral activity in a cell-based plaque reduction assay. (C) 2000 Elsevier Science Ltd.

Process route upstream and downstream products

Process route

3-nitro-aniline
99-09-2

3-nitro-aniline

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

3-hydroxy-3'-nitro-2-naphthanilide
135-65-9

3-hydroxy-3'-nitro-2-naphthanilide

Conditions
Conditions Yield
With phosphorus trichloride; In chlorobenzene; at 100 - 130 ℃; for 0.75h; Microwave irradiation;
58%
With chlorobenzene; phosphorus trichloride; at 70 ℃; anschliessend Erhitzen auf Siedetemperatur;
With phosphorus trichloride; Multistep reaction; 1) xylene, 80 deg C, 10 min; 2) xylene, reflux, 2 h;
With phosphorus trichloride; In chlorobenzene; Microwave irradiation; Heating;
With toluene; phosphorus trichloride;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h;
3-hydroxy-2-naphthoyl chloride
1734-00-5

3-hydroxy-2-naphthoyl chloride

3-nitro-aniline
99-09-2

3-nitro-aniline

3-hydroxy-3'-nitro-2-naphthanilide
135-65-9

3-hydroxy-3'-nitro-2-naphthanilide

Conditions
Conditions Yield
With toluene;
With sodium acetate; In N,N-dimethyl-formamide; chlorobenzene; at 5 - 50 ℃;
3-nitro-aniline
99-09-2

3-nitro-aniline

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

3-hydroxy-3'-nitro-2-naphthanilide
135-65-9

3-hydroxy-3'-nitro-2-naphthanilide

Conditions
Conditions Yield
With phosphorus trichloride; In chlorobenzene; at 100 - 130 ℃; for 0.75h; Microwave irradiation;
58%
With chlorobenzene; phosphorus trichloride; at 70 ℃; anschliessend Erhitzen auf Siedetemperatur;
With phosphorus trichloride; Multistep reaction; 1) xylene, 80 deg C, 10 min; 2) xylene, reflux, 2 h;
With phosphorus trichloride; In chlorobenzene; Microwave irradiation; Heating;
With toluene; phosphorus trichloride;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h;
3-hydroxy-2-naphthoyl chloride
1734-00-5

3-hydroxy-2-naphthoyl chloride

3-nitro-aniline
99-09-2

3-nitro-aniline

3-hydroxy-3'-nitro-2-naphthanilide
135-65-9

3-hydroxy-3'-nitro-2-naphthanilide

Conditions
Conditions Yield
With toluene;
With sodium acetate; In N,N-dimethyl-formamide; chlorobenzene; at 5 - 50 ℃;

Global suppliers and manufacturers

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  • Chemwill Asia Co., Ltd.
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  • Amadis Chemical Co., Ltd.
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  • Shanghai Upbio Tech Co.,Ltd
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